Caribbean

Caribbean Holidays

Enduring laidback charm

From family escapes to couples retreats and adults only hideaways, each handpicked hotel in our Caribbean portfolio has something for all. Picture endless white beaches, warm shallow waters and untouched rainforests, all wrapped up in a carnival atmosphere with smiling hospitality that welcomes you in.

Caribbean Holidays

The white sandy beaches, lush tropical forests, crystal blue seas and friendly atmosphere of the Caribbean are the ideal combination for a relaxing and luxurious escape. Throughout the many Caribbean islands, there really is something for everyone. Whether it's the sunsoaked shores of Barbados, the sizzling cuisine of Antigua or the laid back atmosphere of Jamaica, you will surely find the ideal spot for your holiday this year. You'll also find a great range of accommodation. Along with our all-inclusive resorts and intimate boutique hotels, we offer everything from private villas with maid service and cook to barefoot beach huts.

Luxury Holidays to the Caribbean

If it's a luxury Caribbean holiday you're looking for, our destination experts offer a superb range of hotels to match your style. Whether you want a romantic honeymoon destination, an all-inclusive holiday for the family or a tranquil solo break, talk to our Caribbean travel team and plan a tropical getaway you'll never forget. Book now to take advantage of our range of direct deals with the area's best hotels, including: Sandy Lane in Barbados, and Jade Mountain and The Body Holiday in St Lucia. And don’t miss the special prices our experts have arranged with our preferred hotel partners in the Caribbean, such as the popular Sandals Resorts in Antigua, Barbados, Grenada, Jamaica, St Lucia, The Bahamas and Turks & Caicos.

School Holidays in the Caribbean


We have limited availability to the Caribbean over the Christmas & New Year school holidays. Our Christmas special offers are exclusive to us, with early January inbounds available. We have holidays to Barbados, Antigua, Jamaica, and St Lucia, all with discounts for children and savings of up to 30%. Escape this winter and jet off to the sunny Caribbean for Christmas & New Year, plus find a host of other school holiday dates as far as Barbados, St Lucia, Cancun, and Antigua that let you beat the rush for places during peak times. 

Book Early to Guarantee Your Caribbean Holiday Deals for 2024 & 2025

We have some great Caribbean holidays for 2024 & 2025 available with up to 60% savings on some hotels and generous early booking discounts on our flights. Look for deals using our onsite Holiday Search facility or call the Kenwood team. Our flights are booked with our preferred partners Virgin Atlantic and British Airways. For pre-booked seats, teen discounts and any tailor-made requirement for your holiday, call our advisors now and let us take care of the details.

Caribbean Weather


Even from space, the Caribbean’s shallow cays and coral lagoons loom impossibly blue – a testament to the archipelago’s invitingly warm waters – and illustrating the hot weather these islands are blessed with year-round. Welcome to one of the finest climates in the Americas. Cooling north-easterly trade winds moderate the Caribbean’s on-land temperatures to a tropical 24°C to 32°C at sea level, and these readings will tend not to fluctuate regardless of the time of day, month or season. Pretty predictable, but variations in temperature do occur at higher altitudes, with hilly regions being slightly cooler.

Rather than use a conventional four-season model to explain any meteorological variances, an understanding of the Caribbean’s weather patterns is probably best divided neatly into two: the rainy season – May to October – and the dry season, which corresponds to our winter. Don’t be discouraged though – even during the so-called rainy season, wet conditions fluctuate and showers can be short-lived. Leeward sides of mountainous islands are known to remain dry throughout. So, if you’re beach ready and aching for some fun in the sun, the Caribbean is waiting to grace you with its gorgeous weather. The boxes are ticked for blue skies, clear waters and summer heat. 

Dominican Republic

Hard Rock Hotel & Casino Punta Cana

5* out of 5 stars

Indulge your inner rock star in paradise settings at Hard Rock Hotel & Casino Punta Cana. This exciting hotel caters for all with 11 swimming pools, kids-friendly and adults-only areas, nightclub and casinos.

7 nights All Inclusive including British Airways flights from £1,912 per person

Grenada

Calabash Hotel

5* out of 5 stars

  • Complimentary upgrade to Half Board

7 nights Half Board including British Airways flights from £2,733 per person

Jamaica

Couples Tower Isle

5* out of 5 stars

  • Complimentary Standard Transfers

7 nights All Inclusive including Virgin Atlantic flights from £1,666 per person

Curaçao

Sandals Royal Curaçao

5* out of 5 stars

At Sandals Royal Curaçao, you'll experience the vibrant spirit of the Caribbean in total luxury, with fantastic views of the tropical waters and sandy beach.

7 nights All Inclusive including American Airlines flights from £2,770 per person

Cancun & Riviera Maya

Moon Palace Cancun

5* out of 5 stars

The spectacular 3-lobby Moon Palace is Cancun's biggest & best integrated resort. Ideally located on the sun-kissed Caribbean coast, it offers some of the most generous inclusions in world travel.

7 nights All Inclusive including British Airways flights from £2,008 per person

Dominican Republic

Secrets Royal Beach Punta Cana

5* out of 5 stars

Your ideal all inclusive holiday of relaxation, strictly for adults only. No matter what the occasion, there's plenty enough to keep you happy.

7 nights All Inclusive including British Airways flights from £1,685 per person

Grenada

Royalton Grenada, An Autograph Collection All-Inclusive Resort

5* out of 5 stars

  • Up to 51% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,568 per person

Cancun & Riviera Maya

Secrets Akumal Riviera Maya

5* out of 5 stars

Set in the heart of Riviera Maya upon the white sands of Akumal - ranked in the Top 10 Mexican beaches – this resort is the perfect place to discover the many historic and natural marvels of Mexico.

7 nights All Inclusive including British Airways flights from £2,038 per person

Grenada

Spice Island Beach Resort

5* out of 5 stars

  • 14% saving

7 nights All Inclusive including British Airways flights from £2,981 per person

Dominican Republic

Casa de Campo Resort & Villas

5* out of 5 stars

Practically an oceanfront town in its own right, multi-award-winning Casa de Campo Resort & Villas is a 7,000-acre dream, featuring top golf courses, an equestrian centre, beach and incredible spa.

7 nights Room Only including British Airways flights from £1,638 per person

Antigua

Carlisle Bay

5* out of 5 stars

  • 35% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £2,151 per person

Antigua

Blue Waters Resort and Spa

4.5* out of 5 stars

Blue Waters, on the northern shore of Antigua, is a privately owned resort ideal for honeymoons and weddings because of its intimate and secluded atmosphere but also gladly accommodates families.

7 nights Bed and Breakfast including Virgin Atlantic flights from £2,485 per person

Antigua

Sandals Grande Antigua

5* out of 5 stars

  • Up to 45% saving
  • Complimentary Transfers

7 nights All Inclusive including Virgin Atlantic flights from £2,025 per person

Antigua

The Verandah, Antigua

4.5* out of 5 stars

Located next to a National Park, The Verandah, Antigua is an adults only, eco-friendly oasis where lush gardens, a spa, tennis courts & watersports provide relaxation and leisure.

7 nights All Inclusive including Virgin Atlantic flights from £1,739 per person

Antigua

Galley Bay Resort & Spa

4.5* out of 5 stars

Set on Antigua’s west coast, the Galley Bay is an all-inclusive, adults only resort known for its white beaches and tropical, lush gardens. You’ll encounter and endless list of activities including a fantastic spa.

7 nights All Inclusive including British Airways flights from £2,546 per person

Antigua

Curtain Bluff

5* out of 5 stars

  • 25% saving

7 nights All Inclusive including British Airways flights from £3,406 per person

Barbados

O2 Beach Club & Spa

5* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £2,586 per person

Barbados

The House by Elegant Hotels

5* out of 5 stars

  • 44% saving

7 nights All Inclusive including Virgin Atlantic flights from £2,634 per person

Barbados

The Crane Resort

4.5* out of 5 stars

Set on the rugged hills of the Caribbean’s picturesque east coast, The Crane Resort is a luxury retreat that not only offers an array of great swimming pools but also gives you access to one of the best beaches in the world.

7 nights Bed and Breakfast including Virgin Atlantic flights from £1,764 per person

Barbados

The Club Barbados Resort & Spa

4* out of 5 stars

This all inclusive, adults-only 4-star resort is situated on the magnificent West Coast of Barbados and offers the chance for travellers to partake in a number of watersport activities and live entertainment.

7 nights All Inclusive including Virgin Atlantic flights from £1,589 per person

Barbados

Sea Breeze Beach House

4.5* out of 5 stars

  • 50% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,811 per person

Barbados

Sandals Royal Barbados

5* out of 5 stars

  • Up to 45% saving
  • Booking Bonus £700
  • Complimentary wedding package

7 nights All Inclusive including Virgin Atlantic flights from £2,203 per person

Barbados

Crystal Cove by Elegant Hotels

4* out of 5 stars

  • 45% saving

7 nights All Inclusive including Virgin Atlantic flights from £1,675 per person

Barbados

Coconut Court Beach Hotel

3* out of 5 stars

Coconut Court Beach Hotel is a charming family-owned Barbados beach resort that combines culture, a historic location and a fantastic entertainment programme.

7 nights Room Only including Virgin Atlantic flights from £1,180 per person

Cancun & Riviera Maya

Secrets Moxche Playa Del Carmen

5* out of 5 stars

A paradise bordered by magnificent tropical vegetation and a beautiful sea, your stay here has an Unlimited-Luxury® experience beyond compare.

7 nights All Inclusive including British Airways flights from £2,014 per person

Cancun & Riviera Maya

Dreams Tulum Resort & Spa

5* out of 5 stars

The Dreams Tulum Resort & Spa is a deluxe resort located just minutes away from the ancient Mayan pyramids which offers guests luxury and elegant charm.

7 nights All Inclusive including British Airways flights from £1,504 per person

Cancun & Riviera Maya

Hard Rock Riviera Maya

5* out of 5 stars

The Hard Rock Riviera Maya offers plenty of opportunity for the wild at heart. Discover Mexico's best kept secret in an ambiance of total luxury and indulgence.

7 nights All Inclusive including British Airways flights from £1,818 per person

Cancun & Riviera Maya

Dreams Sapphire Resort & Spa

5* out of 5 stars

The Dreams Sapphire Resort & Spa in Cancun has that little bit of something for everyone, including luxurious spa treatments for mum & dad and the Explorer's Club for kids.

7 nights All Inclusive including British Airways flights from £1,472 per person

Cancun & Riviera Maya

UNICO 20º87º Hotel Riviera Maya

5* out of 5 stars

Contemporary, innovative adults only retreat where personal hosts, a superb spa & dining are all part of the all-inclusive programme.

7 nights All Inclusive including British Airways flights from £2,086 per person

Cancun & Riviera Maya

Sun Palace Cancun

5* out of 5 stars

Created with couples in mind, this comprehensive, adults-only resort offers an impeccable retreat from the routine of daily life. It provides the perfect backdrop for you and your partner to unwind, rekindle your connection, and rediscover your individual selves.

7 nights All Inclusive including British Airways flights from £2,298 per person

Cancun & Riviera Maya

The Fives Oceanfront

5* out of 5 stars

  • Resort credit Coupon US$555 per room per stay

7 nights Bed and Breakfast including British Airways flights from £1,198 per person

Dominican Republic

Dreams Macao Beach Punta Cana Resort & Spa

5* out of 5 stars

Unwind on one of the Caribbean’s most spectacular beaches and discover Unlimited-Luxury with endless activities and facilities, five-star service & unlimited a la carte dining.

7 nights All Inclusive including British Airways flights from £1,635 per person

Jamaica

Couples Swept Away

5* out of 5 stars

  • Complimentary Standard Transfers (Montego Bay Airport Only)

7 nights All Inclusive including Virgin Atlantic flights from £1,855 per person

Jamaica

Couples Sans Souci

5* out of 5 stars

  • 45% saving
  • Complimentary Standard Transfers

7 nights All Inclusive including Virgin Atlantic flights from £1,849 per person

Jamaica

Couples Negril

5* out of 5 stars

  • Up to 46% saving
  • Complimentary Standard Transfers (Montego Bay Airport Only)

7 nights All Inclusive including Virgin Atlantic flights from £1,859 per person

Jamaica

Hilton Rose Hall Resort & Spa

4.5* out of 5 stars

With a huge aquatic park, amazing facilities and great access to the beach, this delightful resort in Montego Bay is renowned for families and radiates with warm, Jamaican charm.

7 nights All Inclusive including Virgin Atlantic flights from £1,664 per person

Jamaica

Jamaica Inn

5* out of 5 stars

  • 15% saving

7 nights Bed and Breakfast including Virgin Atlantic flights from £2,151 per person

Jamaica

Sandals Montego Bay

5* out of 5 stars

Located on the north coast of Jamaica the Sandals Montego Bay offers immediate access to the island's longest private beach as well as your own romantic beach side bungalow.

7 nights All Inclusive including Virgin Atlantic flights from £2,372 per person

Jamaica

Secrets Wild Orchid Montego Bay

5* out of 5 stars

This great resort is ready to cater to your every need with its stunning location, diverse dining, exhilarating activities and luxurious pool. A vibrant and yet refined atmosphere provides for the perfect holiday experience.

7 nights All Inclusive including Virgin Atlantic flights from £1,805 per person

St Lucia

The Landings Resort and Spa

5* out of 5 stars

Hidden away in Gros Islet in the northwestern tip of Saint Lucia, on one of the island’s most stunning white-sand beaches and close to local nightlife and restaurants, this luxury all-villa suite hotel offers guest the ultimate five-star experience.

7 nights Bed and Breakfast including British Airways flights from £2,368 per person

St Lucia

Cap Maison

5* out of 5 stars

  • 15% saving

7 nights Half Board including Virgin Atlantic flights from £2,344 per person

St Lucia

Coconut Bay Beach Resort & Spa

4* out of 5 stars

  • Up to 65% saving
  • Standard Transfers

7 nights All Inclusive including British Airways flights from £1,890 per person

St Lucia

East Winds

4.5* out of 5 stars

This luxury all inclusive boutique hotel is ideal for keeping fit while on holiday - it features a fitness trail and offers yoga and Pilates. It's also the place to go for an intimate and relaxing escape in the Caribbean.

7 nights All Inclusive including British Airways flights from £2,860 per person

St Lucia

Windjammer Landing Villa Beach Resort

4.5* out of 5 stars

  • Up to 50% saving

7 nights Bed and Breakfast including British Airways flights from £1,264 per person

St Vincent & Grenadines

Sandals Saint Vincent and the Grenadines

5* out of 5 stars

  • Up to 45% saving
  • Internal Flights

7 nights All Inclusive including Virgin Atlantic flights from £2,908 per person

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Multi-centre holidays

Experience more on holiday when you design your very own multi-centre itinerary, with expert guidance from our destination specialists